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Nucleophilic Substitution in Aryl Halides

Which of the ...

Question

Which of the following does not give white precipitate when boiled with alcoholic silver nitrate:

A

allyl chloride

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B

t-butyl chloride

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C

chlorobenzene

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D

benzyl chloride

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Solution

The correct option is C chlorobenzene
In chlorobenzene the electron lone pair of chlorine atom is in conjugation with benzene ring and hence chlorine atoms takes part in resonance and chlorobenzene does not show removal of chloride ion readily therefore it does not give white precipitate with alcoholic silver nitrate

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Nucleophilic Substitution in Aryl Halides

Standard XII Chemistry

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